Plex NGINX reverse proxy config using Cloudflare on Ubuntu 16.04

A - Information

Credit where credit's due, I mainly used these 3 resources to get this all working. There were several others but I don't exactly remember which is which. So at least here are the 3 main places that I used.

The vast majority of this came from this link, the others helped me make it work for Plex.
http://emby.media/community/index.php?/topic/30975-reverse-proxy-with-ssl-hostname-routing-and-embyopenvpn-port-sharing/

https://gist.github.com/spikegrobstein/4384954
https://forums.plex.tv/discussion/207725/ubuntu-14-04-4-lts-plex-incorrectly-handles-lower-case-headers#latest

The data flow here is:

User -> Cloudflare -> Origin IP -> Haproxy -> NGINX -> Plex

All caching and acceleration stuff is turned off on Cloudflare. I'm using Full(Strict) with Authenticated Origin pulls and HSTS. I'm mainly using it to obscure my real IP as well as get better peering for the few family members that I share with. Plus I wanted to see if I could make it work.

I have a fully automated Letsencrypt setup for NGINX, which isn't completely necessary, but when connecting locally I wanted trusted certs without having to roll my own CA and load the signer certificate everywhere. Also if I decide to stop using Cloudflare, then I'll have "real" certs on my endpoints so there won't be any trust issues.

I'm also using split DNS so hostnames within my home network resolve directly to the server hosting Haproxy.

Note: This works with the web client, Android TV, FireTV, Android. Chromecast via Android Plex doesn't work, if you use the webclient to cast to Chromecast it works fine.

haproxy.conf

global
        log /dev/log    local0
        log /dev/log    local1 notice
        chroot /var/lib/haproxy
        user haproxy
        group haproxy
        daemon

defaults
        log     global
        option  dontlognull
        option  http-server-close
        timeout http-request 5s
        timeout connect 5000
        timeout client  30000
        timeout server  30000

frontend tls_router
        bind *:443
        mode tcp
        option tcpka

        # Define known networks for later use
        acl local src 127.0.0.0/8 192.168.1.0/24
        acl cloudflare src 199.27.128.0/21 173.245.48.0/20 103.21.244.0/22 103.22.200.0/22 103.31.4.0/22 141.101.64.0/18 108.162.192.0/18 190.93.240.0/20 188.114.96.0/20 197.234.240.0/22 198.41.128.0/17 162.158.0.0/15 104.16.0.0/12 172.64.0.0/13 2400:cb00::/32 2606:4700::/32 2803:f800::/32 2405:b500::/32 2405:8100::/32

        #Rate-limiting measures, in case of DoS
        # Table for connection tracking  
        stick-table type ip size 100k expire 30s store conn_cur

        # Allow known CloudFlare IPs to bypass the rate-limiting
        tcp-request connection accept if cloudflare
        # Reject connection if client has more than 10 open 
        tcp-request connection reject if { src_conn_cur ge 10 }
        tcp-request connection track-sc1 src

        # Max inspection delay for SNI routing
        tcp-request inspect-delay 2s
        # Accept only SSL/TLS traffic
        tcp-request content accept if { req_ssl_hello_type 1 }

        # If SNI hostname is known server AND is from known IP, pass to backend
        # Plex
        acl plex_sni req_ssl_sni -i plex.example.com

        # Root hostname
        acl root_sni req_ssl_sni -i example.com

        use_backend plex_tls if plex_sni cloudflare or plex_sni local
        use_backend example_tls if root_sni cloudflare or root_sni local
        default_backend example_tls

backend plex_tls
        mode tcp
        option tcpka
        server server_plex_tls localhost:7443 send-proxy

backend example_tls
        mode tcp
        option tcpka
        server server_example_tls localhost:443 send-proxy

nginx.conf

This is a nice proxylog line

log_format proxyLog '[$time_local] $real_ip - $remote_user - $server_name to: $upstream_addr: $status / upstream $upstream_status $request upstream_re
sponse_time $upstream_response_time msec $msec request_time $request_time body: $request_body';

plex.conf

# plex reverse proxy
#
# Intended to sit downstream from HAProxy, uses proxy protocol.
# Allows traffic from the local network, or from WAN w/ CloudFlare client cert
#

server {
        # Using proxy protocol to get client info passed from HAProxy
        listen 127.0.0.1:7443 ssl http2 proxy_protocol;
        listen [::1]:7443 ssl http2 proxy_protocol;
        keepalive_timeout 180;
        proxy_bind 127.1.1.1;
        # Log Rewrites
        rewrite_log on;

        access_log /var/log/nginx/plex_example_com.log proxyLog;
        #error_log /var/log/nginx/plex_error.log debug;

        # Who the hell am I?! Where's my stuff?!
        server_name plex.example.com;
        root /var/www/plex.example.com/public_html;

        # Import some solid TLS settings
        include snippets/solidtls.conf;

        # Certs
        ssl_certificate /srv/letsencrypt/certs/plex.example.com/fullchain.pem;
        ssl_certificate_key /srv/letsencrypt/certs/plex.example.com/privkey.pem;
        ssl_trusted_certificate /srv/letsencrypt/certs/plex.example.com/fullchain.pem;
        ssl_client_certificate /etc/nginx/ssl/cf-origin-pull-ca.pem;

        # Client cert optional. We'll do our own access control rules in /
        ssl_verify_client optional;

        # Let's get the real client info from upstream proxy
        include snippets/realip-cf-haproxy.conf;

        # Set headers with real client info for downstream app
        proxy_set_header Host $host;
        proxy_set_header X-Real-IP $real_ip;
        proxy_set_header X-Forwarded-For $real_ip;
        proxy_set_header X-Forwarded-Proto $real_ip;
        proxy_set_header X-Forwarded-Protocol $scheme;

        # Turn off buffering for streaming purposes
        proxy_buffering off;
        # No request rewriting
        proxy_redirect off;

        # Send websocket data to the backend, courtesy @[member="Karbowiak"] on Emby forum
        proxy_http_version 1.1;
        proxy_set_header Upgrade $http_upgrade;
        proxy_set_header Connection "upgrade";

        # Plex headers
        # As of 0.9.17.0 this shouldn't be needed anymore since Plex now ignores case in headers
        # proxy_set_header X-Plex-Client-Identifier $http_x_plex_client_identifier;
        # proxy_set_header X-Plex-Device $http_x_plex_device;
        # proxy_set_header X-Plex-Device-Name $http_x_plex_device_name;
        # proxy_set_header X-Plex-Platform $http_x_plex_platform;
        # proxy_set_header X-Plex-Platform-Version $http_x_plex_platform_version;
        # proxy_set_header X-Plex-Product $http_x_plex_product;
        # proxy_set_header X-Plex-Token $http_x_plex_token;
        # proxy_set_header X-Plex-Version $http_x_plex_version;
        # proxy_set_header X-Plex-Nocache $http_x_plex_nocache;
        # proxy_set_header X-Plex-Provides $http_x_plex_provides;
        # proxy_set_header X-Plex-Device-Vendor $http_x_plex_device_vendor;
        # proxy_set_header X-Plex-Model $http_x_plex_model;
        # proxy_set_header X-Plex-Container-Start $http_x_plex_container_start;
        # proxy_set_header X-Plex-Container-Size $http_x_plex_container_size;

        # Test if IP from HAProxy is local - tweak to match your network
        set $is_local_client false;
        if ( $proxy_protocol_addr ~ 192.168.1.* ) {
                set $is_local_client true;
        }


        # Force the use of our custom robots.txt
        location /robots.txt {
                try_files $uri /var/www/plex.example.com/public_html/robots.txt;
        }


        # Catch-all. Performs authentication based on client IP or certificate.
        location / {
                # Redirect if not an options request.
                if ($request_method != OPTIONS ) {
                        set $test A;
                }
                if ($http_x_plex_device_name = '') {
                        set $test "${test}B";
                }
                if ($arg_X-Plex-Device-Name = '') {
                        set $test "${test}C";
                }
                if ($test = ABC) {
                        rewrite ^/$ https://$http_host/web/index.html;
                }

                # We'll return 418 later if client is authorized
                error_page 418 = @authorized;

                #Access rules
                # Allow local clients without client cert
                if ( $is_local_client = true ) { return 418; }
                # Does client have valid client certificate?
                if ( $ssl_client_verify = "SUCCESS" ) { return 418; }

                # Deny all others, return 403 unauthorized
                return 403;
        }

        # Handles 418 responses for authorized users. Does the actual proxying.
        # Using the real IP of the Plex server instead of localhost
        location @authorized {
                proxy_pass https://192.168.1.20:32400;
        }
}

realip-cf-haproxy.conf

#Local traffic, including HAProxy on localhost
set_real_ip_from 127.0.0.0/8;

#CloudFlare
#These need to be updated from Cloudflare as they may have changed
set_real_ip_from 199.27.128.0/21;
set_real_ip_from 173.245.48.0/20;
set_real_ip_from 103.21.244.0/22;
set_real_ip_from 103.22.200.0/22;
set_real_ip_from 103.31.4.0/22;
set_real_ip_from 141.101.64.0/18;
set_real_ip_from 108.162.192.0/18;
set_real_ip_from 190.93.240.0/20;
set_real_ip_from 188.114.96.0/20;
set_real_ip_from 197.234.240.0/22;
set_real_ip_from 198.41.128.0/17;
set_real_ip_from 162.158.0.0/15;
set_real_ip_from 104.16.0.0/12;
set_real_ip_from 172.64.0.0/13;
set_real_ip_from 2400:cb00::/32;
set_real_ip_from 2606:4700::/32;
set_real_ip_from 2803:f800::/32;
set_real_ip_from 2405:b500::/32;
set_real_ip_from 2405:8100::/32;

#Default state, assume local traffic/proxy protocol header
set $forwarded_ip_header proxy_protocol;
set $real_ip $proxy_protocol_addr;

# Is Cloudflare header set? Use that header/addr instead of proxy_protocol
if ($http_cf_connecting_ip) {
        set $forwarded_ip_header CF-Connecting-IP;
        set $real_ip $http_cf_connecting_ip;
}

# Tell Nginx which header to use
real_ip_header $forwarded_ip_header;

solidtls.conf

# Trustworthy SSL/TLS settings in a box
#

ssl on;
gzip off; # gzip allows for some attacks

# General params
ssl_session_timeout 1d;
ssl_session_cache shared:SSL:10m;
ssl_session_tickets off;

# Always use custom-generated DH params >2048 bits
ssl_dhparam /etc/nginx/ssl/dhparam.pem;

#Intermediate cipher config
ssl_protocols TLSv1 TLSv1.1 TLSv1.2;
ssl_ciphers 'ECDHE-RSA-AES128-GCM-SHA256:ECDHE-ECDSA-AES128-GCM-SHA256:ECDHE-RSA-AES256-GCM-SHA384:ECDHE-ECDSA-AES256-GCM-SHA384:DHE-RSA-AES128-GCM-SHA256:DHE-DSS-AES128-GCM-SHA256:kEDH+AESGCM:ECDHE-RSA-AES128-SHA256:ECDHE-ECDSA-AES128-SHA256:ECDHE-RSA-AES128-SHA:ECDHE-ECDSA-AES128-SHA:ECDHE-RSA-AES256-SHA384:ECDHE-ECDSA-AES256-SHA384:ECDHE-RSA-AES256-SHA:ECDHE-ECDSA-AES256-SHA:DHE-RSA-AES128-SHA256:DHE-RSA-AES128-SHA:DHE-DSS-AES128-SHA256:DHE-RSA-AES256-SHA256:DHE-DSS-AES256-SHA:DHE-RSA-AES256-SHA:ECDHE-RSA-DES-CBC3-SHA:ECDHE-ECDSA-DES-CBC3-SHA:AES128-GCM-SHA256:AES256-GCM-SHA384:AES128-SHA256:AES256-SHA256:AES128-SHA:AES256-SHA:AES:CAMELLIA:DES-CBC3-SHA:!aNULL:!eNULL:!EXPORT:!DES:!RC4:!MD5:!PSK:!aECDH:!EDH-DSS-DES-CBC3-SHA:!EDH-RSA-DES-CBC3-SHA:!KRB5-DES-CBC3-SHA';

#Modern cipher config
#ssl_protocols TLSv1.1 TLSv1.2;
#ssl_ciphers 'ECDHE-RSA-AES128-GCM-SHA256:ECDHE-ECDSA-AES128-GCM-SHA256:ECDHE-RSA-AES256-GCM-SHA384:ECDHE-ECDSA-AES256-GCM-SHA384:DHE-RSA-AES128-GCM-SHA256:DHE-DSS-AES128-GCM-SHA256:kEDH+AESGCM:ECDHE-RSA-AES128-SHA256:ECDHE-ECDSA-AES128-SHA256:ECDHE-RSA-AES128-SHA:ECDHE-ECDSA-AES128-SHA:ECDHE-RSA-AES256-SHA384:ECDHE-ECDSA-AES256-SHA384:ECDHE-RSA-AES256-SHA:ECDHE-ECDSA-AES256-SHA:DHE-RSA-AES128-SHA256:DHE-RSA-AES128-SHA:DHE-DSS-AES128-SHA256:DHE-RSA-AES256-SHA256:DHE-DSS-AES256-SHA:DHE-RSA-AES256-SHA:!aNULL:!eNULL:!EXPORT:!DES:!RC4:!3DES:!MD5:!PSK';

#Perfect ssllabs score cipher list. Not super usable, works for CF-only setups
#ssl_protocols TLSv1.2;
#ssl_ciphers AES256+EECDH:AES256+EDH:!aNULL;

# No downgrade attacks
ssl_prefer_server_ciphers on;

# HSTS
add_header Strict-Transport-Security "max-age=63072000; includeSubdomains; preload";
add_header X-Frame-Options DENY;
add_header X-Content-Type-Options nosniff;

# Stapling
ssl_stapling on;
ssl_stapling_verify on;

# DNS resolvers to use for cert verification
resolver 8.8.8.8 8.8.4.4 valid=300s;
resolver_timeout 5s;

No I only have 443 port forwarded. On the Remote Access tab in the Plex settings, make sure you set the remote port manually as 443. The Custom Server Access URL doesn't need the port on it, that's the purpose of the port number on the Remote Access tab.

Hi! This works for me, thank you so much!

Is there a way to run other HTTPS services on the same machine though? (Such as PlexRequests or rutorrent)
I assume I'd have to change something in the haproxy config, I'm not sure what however.

I managed to get your code working; however, like @camjac251 my stream isn't being passed through cloudflare, just the library itself.

tcptrack reveals that during playback, the source is serverip:32400, so effectively my server's ip is still being leaked. Blocking port 32400 has the effect of stopping media playback; however, I can still browse the media library with thumbnails loading for all objects.

I have set the custom url and public port to 443, yet it doesn't seem to affect it overall. I'm going to keep tweaking some stuff on my end, but not sure there's anyway that it can be forced.

Chromecast via Android Plex doesn't work, if you use the webclient to cast to Chromecast it works fine.

This is true, with and without this Nginx solution. I tried using Nginx just to try something else because even without it I al ways get "Something went wrong" in Plex whenever I cast from my Android app. However, if i login from the phone browser and cast from there it works just fine.

Thank you!